Where to stay near Dutchess County?

Our 2020 accommodation listings offer a large selection of 648 holiday rentals near Dutchess County. From 531 Houses to 61 Cabins, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Dutchess County is on HomeAway.

What are the most popular destinations to visit in Dutchess County?

There are many lovely places to stay for a long holiday or just a weekend break in Dutchess County. From travellers, the popular destinations to visit are:

  • Town of Washington: 115 holiday rentals
  • Millbrook: 579 holiday rentals
  • Red Hook: 479 holiday rentals
  • Town of East Fishkill: 91 holiday rentals
  • Chelsea: 53 holiday rentals offers you the possibility to discover many other popular destinations in Dutchess County! Please use our search bar to access the selection of holiday rentals available in other popular destinations.

What are the main cities to discover in Dutchess County?

Whether you are travelling solo or with family and friends, here are the cities in Dutchess County with the largest selection of holiday rentals for a perfect city break:

  • Millbrook: 579 holiday homes
  • Red Hook: 479 holiday homes
  • Rhinebeck: 592 holiday homes
  • Staatsburg: 120 holiday homes
  • Beacon: 182 holiday homes

For other cities, please use our search bar to access the selection of holiday homes available.

Can I find easy access holiday homes when travelling by plane to Dutchess County?

Yes of course. Our owners offer a large selection of holiday homes near to airports. Airports with a large selection of rentals in Dutchess County are:

  • Poughkeepsie, NY (POU-Dutchess County): 249 holiday houses
  • Great Barrington, MA (GBR-Walter J. Koladza): 543 holiday houses
  • Danbury, CT (DXR-Danbury Municipal): 240 holiday houses

For other airports, please use our search bar to access the selection of holiday rentals available.

Near which points of interest can I spend my holidays in Dutchess County? offers a large selection of holiday homes near great places to visit in Dutchess County. From travellers, the more popular points of interest to stay for a holiday trip or just for a weekend are:

  • Wing's Castle: 273 holiday rentals
  • Hudson Valley Research Park: 186 holiday rentals
  • McCann Ice Arena: 301 holiday rentals
  • Millbrook Vineyards and Winery: 280 holiday rentals
  • Val-Kill Cottage: 310 holiday rentals

But there are many other points of interest around Dutchess County listed on where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection of holiday homes.

Explore destinations around Dutchess County

579 holiday rentals
Red Hook
479 holiday rentals
592 holiday rentals
120 holiday rentals
182 holiday rentals
Wappingers Falls
40 holiday rentals
Hopewell Junction
111 holiday rentals
114 holiday rentals
57 holiday rentals
50 holiday rentals
525 holiday rentals
46 holiday rentals
61 holiday rentals
101 holiday rentals
258 holiday rentals
707 holiday rentals
Hyde Park
287 holiday rentals
177 holiday rentals
Dover Plains
75 holiday rentals
Clinton Corners
158 holiday rentals